They could win 100 but they absolutely need to do something?
Yes. It's about optimizing your chances, not just about being above the threshold of contenders.
Management doesn't prioritize winning in the present, is the bottom line. Not saying they don't care, but it's not the top or even a top priority. Ownership doesn't prioritize winning ever, that is painfully clear. Front office prioritizes larger picture, and I think it's a flaw of Elias that he doesn't have that "go for it" gene to be willing to pay full freight to enhance present odds at the expense of some potential future opportunities. It's pragmatic, but I think a different weighing of present value future would be more likely to get us a ring. Not all in on present no matter the cost, just closer to that side than Elias is.
Still time for Elias to do something to confound that perception, but thats who he's been to date.